Detailed information for compound 1717548

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 520.445 | Formula: C27H31Cl2NO5
  • H donors: 1 H acceptors: 4 LogP: 5.69 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC[C@H](N1C(=O)[C@@H](CC(=O)O)C[C@@H]([C@H]1c1ccc(cc1)Cl)c1cccc(c1)Cl)C(=O)OC(C)(C)C
  • InChi: 1S/C27H31Cl2NO5/c1-5-22(26(34)35-27(2,3)4)30-24(16-9-11-19(28)12-10-16)21(17-7-6-8-20(29)13-17)14-18(25(30)33)15-23(31)32/h6-13,18,21-22,24H,5,14-15H2,1-4H3,(H,31,32)/t18-,21-,22+,24-/m1/s1
  • InChiKey: ZEMLYWMOSZRCQL-UWSZBUKDSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens tumor protein p53 Starlite/ChEMBL References
Homo sapiens MDM2 proto-oncogene, E3 ubiquitin protein ligase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus tumor protein p63 Get druggable targets OG5_140038 All targets in OG5_140038
Echinococcus multilocularis tumor protein p63 Get druggable targets OG5_140038 All targets in OG5_140038
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0589 0.7143
Trichomonas vaginalis PIKK family atypical protein kinase 0.0031 0.0446 0.5403
Plasmodium falciparum glutathione reductase 0.0054 0.1034 1
Echinococcus multilocularis GPCR, family 2 0.0047 0.0851 0.0851
Trypanosoma brucei FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative 0.0019 0.0151 0.0945
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0014 0.0019 0.0023
Brugia malayi Latrophilin receptor protein 2 0.0047 0.0851 0.1016
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0019 0.0145 0.1398
Brugia malayi hypothetical protein 0.0344 0.8374 1
Onchocerca volvulus 0.006 0.1184 0.1414
Echinococcus granulosus phosphatidylinositol 3 and 4 kinase 0.0015 0.0059 0.0059
Schistosoma mansoni hypothetical protein 0.0128 0.2901 0.7226
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0014 0.0019 0.0023
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0019 0.0145 0.5
Schistosoma mansoni hypothetical protein 0.0047 0.0851 0.2119
Loa Loa (eye worm) latrophilin receptor protein 2 0.0047 0.0851 0.1016
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.0046 0.0825 0.7856
Trypanosoma brucei Phosphatidylinositol 3-kinase tor1 0.0046 0.0825 0.7856
Loa Loa (eye worm) hypothetical protein 0.0101 0.2218 0.2648
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0019 0.0145 0.0173
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0019 0.0145 0.0145
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0019 0.0145 0.0875
Treponema pallidum NADH oxidase 0.0019 0.0145 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.0147 0.3395 0.4055
Entamoeba histolytica hypothetical protein 0.0071 0.1477 1
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal 0.0128 0.2901 0.2901
Brugia malayi hypothetical protein 0.0071 0.1477 0.1764
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0136 0.3125 1
Loa Loa (eye worm) hypothetical protein 0.006 0.1184 0.1414
Trichomonas vaginalis PIKK family atypical protein kinase 0.0015 0.0059 0.0719
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0019 0.0145 0.1398
Trichomonas vaginalis PIKK family atypical protein kinase 0.0027 0.0361 0.438
Schistosoma mansoni ataxia telangiectasia mutated (atm)-related 0.0046 0.0825 0.2056
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0015 0.0059 0.0071
Plasmodium falciparum thioredoxin reductase 0.0019 0.0145 0.1398
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0071 0.1477 0.1477
Trichomonas vaginalis PIKK family atypical protein kinase 0.0034 0.053 0.6422
Trypanosoma brucei target of rapamycin kinase 3, putative 0.0036 0.059 0.5447
Trichomonas vaginalis PIKK family atypical protein kinase 0.0025 0.0295 0.3576
Schistosoma mansoni phosphatidylinositol 3-and 4-kinase 0.0015 0.0059 0.0148
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0136 0.3125 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0046 0.0825 1
Loa Loa (eye worm) phosphatidylinositol 3 0.0046 0.0825 0.0985
Loa Loa (eye worm) hypothetical protein 0.0147 0.3395 0.4055
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0019 0.0145 0.0875
Leishmania major trypanothione reductase 0.0054 0.1034 1
Plasmodium falciparum thioredoxin reductase 0.0054 0.1034 1
Loa Loa (eye worm) phosphatidylinositol 3 0.0015 0.0059 0.0071
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0123 0.2778 0.8837
Loa Loa (eye worm) transcription factor SMAD2 0.0121 0.2734 0.3265
Trichomonas vaginalis PIKK family atypical protein kinase 0.003 0.0421 0.5101
Trichomonas vaginalis PIKK family atypical protein kinase 0.0015 0.0059 0.0719
Trichomonas vaginalis PIKK family atypical protein kinase 0.0046 0.0825 1
Schistosoma mansoni hypothetical protein 0.0101 0.2218 0.5524
Echinococcus multilocularis thyroid hormone receptor alpha 0.0138 0.316 0.316
Echinococcus multilocularis tumor protein p63 0.0408 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0025 0.0295 0.3576
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0123 0.2778 0.8837
Entamoeba histolytica hypothetical protein 0.0071 0.1477 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0027 0.0355 0.4297
Plasmodium vivax glutathione reductase, putative 0.0054 0.1034 1
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0019 0.0145 0.0875
Trypanosoma brucei phosphatidylinositol 3-kinase tor, putative 0.0022 0.0218 0.1626
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0019 0.0145 0.5
Trichomonas vaginalis PIKK family atypical protein kinase 0.0025 0.0294 0.3565
Trypanosoma cruzi trypanothione reductase, putative 0.0019 0.0145 0.0875
Trichomonas vaginalis PIKK family atypical protein kinase 0.0027 0.0361 0.438
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0019 0.0145 0.036
Entamoeba histolytica hypothetical protein 0.0071 0.1477 1
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0019 0.0145 0.1398
Entamoeba histolytica hypothetical protein 0.0071 0.1477 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0123 0.2778 0.8837
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0019 0.0145 0.5
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Toxoplasma gondii NADPH-glutathione reductase 0.0019 0.0145 0.1398
Echinococcus granulosus GPCR family 2 0.0047 0.0851 0.0851
Schistosoma mansoni hypothetical protein 0.0047 0.0851 0.2119
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0046 0.0825 0.0985
Trichomonas vaginalis PIKK family atypical protein kinase 0.0027 0.0361 0.438
Trichomonas vaginalis PIKK family atypical protein kinase 0.0025 0.0295 0.3576
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0019 0.0145 0.0145
Trichomonas vaginalis PIKK family atypical protein kinase 0.0025 0.0294 0.3565
Schistosoma mansoni transcription factor LCR-F1 0.0071 0.1477 0.368
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0047 0.0851 0.1016
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0589 0.7143
Trichomonas vaginalis PIKK family atypical protein kinase 0.0034 0.053 0.6422
Brugia malayi MH2 domain containing protein 0.0121 0.2734 0.3265
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0071 0.1477 0.1477
Loa Loa (eye worm) hypothetical protein 0.0047 0.0851 0.1016
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0047 0.0851 0.0851
Echinococcus granulosus FKBP12 rapamycin complex associated protein 0.0046 0.0825 0.0825
Schistosoma mansoni thyroid hormone receptor 0.0138 0.316 0.7872
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0123 0.2778 0.8837
Leishmania major target of rapamycin (TOR) kinase 1, putative 0.0046 0.0825 0.7856
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Trichomonas vaginalis PIKK family atypical protein kinase 0.0027 0.0355 0.4297
Mycobacterium tuberculosis Probable oxidoreductase 0.0136 0.3125 1
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0019 0.0145 0.1398
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0019 0.0145 1
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0019 0.0145 0.0875
Trypanosoma brucei trypanothione reductase 0.0054 0.1034 1
Loa Loa (eye worm) thioredoxin reductase 0.0054 0.1034 0.1235
Trichomonas vaginalis PIKK family atypical protein kinase 0.0025 0.0295 0.3576
Trichomonas vaginalis PIKK family atypical protein kinase 0.0015 0.0059 0.0719
Loa Loa (eye worm) MH2 domain-containing protein 0.0121 0.2734 0.3265
Mycobacterium tuberculosis Probable reductase 0.0123 0.2778 0.8837
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0128 0.2901 0.2901
Echinococcus multilocularis phosphatidylinositol 3 and 4 kinase 0.0015 0.0059 0.0059
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0589 0.7143
Trichomonas vaginalis PIKK family atypical protein kinase 0.0046 0.0825 1
Toxoplasma gondii thioredoxin reductase 0.0054 0.1034 1
Schistosoma mansoni hypothetical protein 0.0047 0.0851 0.2119
Trichomonas vaginalis mercuric reductase, putative 0.0019 0.0145 0.1753
Trichomonas vaginalis glutathione reductase, putative 0.0019 0.0145 0.1753
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0136 0.3125 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0034 0.053 0.6422
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0019 0.0145 0.0875
Onchocerca volvulus 0.0344 0.8374 1
Schistosoma mansoni hypothetical protein 0.0047 0.0851 0.2119
Trypanosoma cruzi target of rapamycin kinase 3 0.0036 0.059 0.5447
Echinococcus granulosus thioredoxin glutathione reductase 0.0054 0.1034 0.1034
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Trichomonas vaginalis PIKK family atypical protein kinase 0.0015 0.0059 0.0719
Trypanosoma cruzi trypanothione reductase, putative 0.0054 0.1034 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0123 0.2778 0.8837
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0147 0.3395 0.4055
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0019 0.0145 0.0875
Echinococcus multilocularis FKBP12 rapamycin complex associated protein 0.0046 0.0825 0.0825
Trichomonas vaginalis PIKK family atypical protein kinase 0.0034 0.053 0.6422
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0054 0.1034 0.2985
Brugia malayi glutathione reductase 0.0054 0.1034 0.1235
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0019 0.0145 0.5
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Schistosoma mansoni cellular tumor antigen P53 0.006 0.1184 0.295
Giardia lamblia GTOR 0.0046 0.0825 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0589 0.7143
Schistosoma mansoni hypothetical protein 0.0071 0.1477 0.368
Trichomonas vaginalis PIKK family atypical protein kinase 0.0015 0.0059 0.0719
Trichomonas vaginalis PIKK family atypical protein kinase 0.0025 0.0294 0.3565
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0047 0.0851 0.0851
Trichomonas vaginalis PIKK family atypical protein kinase 0.0039 0.0657 0.7958
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0019 0.0145 0.5
Toxoplasma gondii target of rapamycin (TOR), putative 0.0034 0.053 0.5124
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0019 0.0145 0.1398
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor1 0.0046 0.0825 0.7856
Trichomonas vaginalis PIKK family atypical protein kinase 0.0034 0.053 0.6422
Plasmodium falciparum glutathione reductase 0.0019 0.0145 0.1398
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0589 0.7143
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0147 0.3395 0.4055
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0019 0.0145 0.0875
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0019 0.0145 0.0875
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0019 0.0145 0.0875
Brugia malayi latrophilin 2 splice variant baaae 0.0101 0.2218 0.2648
Loa Loa (eye worm) glutathione reductase 0.0054 0.1034 0.1235
Schistosoma mansoni thyroid hormone receptor 0.0138 0.316 0.7872
Plasmodium vivax thioredoxin reductase, putative 0.0054 0.1034 1
Loa Loa (eye worm) hypothetical protein 0.0344 0.8374 1
Leishmania major target of rapamycin kinase (TOR) kinase 3 0.0036 0.059 0.5447
Trichomonas vaginalis PIKK family atypical protein kinase 0.0034 0.053 0.6422
Leishmania major target of rapamycin (TOR) kinase 2, putative 0.0046 0.0825 0.7856
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor2 0.0046 0.0825 0.7856
Echinococcus multilocularis thioredoxin glutathione reductase 0.0054 0.1034 0.1034
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0047 0.0851 0.0851
Trichomonas vaginalis PIKK family atypical protein kinase 0.0034 0.053 0.6422
Brugia malayi Thioredoxin reductase 0.0054 0.1034 0.1235
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0047 0.0851 0.0851

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 4.2 nM Inhibition of human MDM2-p53 interaction after 18 hrs by HTRF assay ChEMBL. 22524527
IC50 (binding) = 43.3 nM Inhibition of human MDM2-p53 interaction after 18 hrs by HTRF assay in presence of 15% human serum ChEMBL. 22524527
IC50 (functional) = 0.476 uM Antiproliferative activity against human SJSA1 cells after 3 days by EdU incorporation assay in presence of 10% human serum ChEMBL. 22524527
IC50 (binding) = 4.3 uM Activity at p53 in human SJSA1 cells assessed as induction of p21 mRNA expression after 7 hrs by qRT-PCR analysis in presence of 10% human serum ChEMBL. 22524527

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22524527

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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